$re = '/(?<=^|(?<=[^.?\/[:alnum:]]))#+([\w\-]+)/';
$str = ' #cli
#cli,
#clocks
#clocks,
#clocksnotes
#clocksnotes,
#clockstxt
#clockstxt,
["blablabla#querytip"](https://twitter.com...
["#querytip"](https://twitter.com...
#I\'m
###multiple_pound_signs!';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php